Sodium Hydroxide → HCID 10095023, compound

HRID 271637Notes

Reaction equation

HRID 271637 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][C:13]([C:16]#[C:17][CH2:18][CH2:19][C:20]3[CH:35]=[CH:34][C:23]([CH2:24][N:25]4[CH2:29][CH2:28][CH2:27][CH:26]4[C:30]([O:32]C)=[O:31])=[CH:22][CH:21]=3)=[N:14][CH:15]=2)=[CH:6][CH:5]=1>CO>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][C:13]([C:16]#[C:17][CH2:18][CH2:19][C:20]3[CH:21]=[CH:22][C:23]([CH2:24][N:25]4[CH2:29][CH2:28][CH2:27][CH:26]4[C:30]([OH:32])=[O:31])=[CH:34][CH:35]=3)=[N:14][CH:15]=2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 69075803HCID 69075803, compound

Product 1

HCID 10095023HCID 10095023, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.5 mL 1 M NaOH solution are added to a solution of 33 mg (0.07 mmol) methyl 1-(4-{4-[5-(4-chloro-phenyl)-pyridin-2-yl]-but-3-ynyl}-benzyl)-pyrrolidine-2-carboxylate (Example 2.14) in 5 mL MeOH and the reaction mixture is stirred for 4 h at RT. The mixture is evaporated down i.vac., combined with 5 mL water, extracted with 10 mL EtOAc and the aqueous phase is saturated with NaCl, during which time the product is precipitated. It is evaporated down again i.vac., the residue is combined with EtOH, filtered and the solvent is eliminated.

Workup

  1. customThe mixture is evaporated down i.vac
  2. extractionextracted with 10 mL EtOAc
  3. customis precipitated
  4. customIt is evaporated down again i.vac
  5. filtrationfiltered

Sources & evidence

ORD record
ord-c7321c5892664c8f88051f7f00b0dd4c
Source dataset
uspto-grants-2008_11
Patent number
US07452911B2

Reaction notes

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